What is monday sidekick? The AI Assistant That Does It All [2025]

monday sidekick

Imagine this: You get to work smarter and faster within your monday.com account. The newly launched monday sidekick does that (and more) as your personal Digital Worker!

Indeed, Artificial Intelligence (AI) has transformed the way SaaS platforms operate. According to SaaS Academy, this intelligent feature upgrade has helped enhance personalisation, accelerate automation, and enhance customer service through predictive analysis.

Statista suggests that the AI market will reach USD 1.01 trillion by 2031, growing at a 26.60% CAGR. That's why SaaS companies must leverage AI and automation capabilities to stay relevant.

That's exactly what monday AI did with its new feature: monday sidekick. The AI virtual assistant market is currently growing at a 24.3% CAGR and is projected to reach USD 14.10 billion by 2030, underscoring its increasing popularity.

In this blog post, we'll delve deeper into what monday sidekick is all about.

Understanding monday sidekick

What is monday sidekick?

monday sidekick is the first Digital Worker introduced by monday.com. This feature can delegate manual work to complete tasks effectively and fast without the user needing technical expertise.

This monday AI feature understands business needs and thinks ahead to ensure work gets done from strategy to execution. It comes with the following capabilities that you can access with a single click:

• Creating workspaces.
• Organise your monday boards.
• Create project roadmaps.
• Brainstorm ideas.
• Account-based sales strategies.
• Generate weekly executive reports.
• Create content and marketing campaigns.
• Check team capacity.
• Research in minimal time.

To know more about this, feel free to reach out to a monday.com expert at Fruition. We'll help configure monday sidekick for optimal AI-driven workflows by customising automations rules and integrating with existing systems.

Is monday sidekick Worth It?

monday sidekick in Beta Testing

monday sidekick is embedded directly into your workspace. This feature will always be ten steps ahead as it's built to understand your work inside out. With it, your team can think ahead and take action to make smarter decisions.

That's why this Digital Worker knows the full context of your processes, company, role, workflows, and projects. This feature combines monday AI capabilities and integrations with the context to provide trustworthy (and correct) answers or take relevant actions.

All in all, monday sidekick is a context-aware AI assistant. According to IBM, this type of AI understands natural language commands, using a conversational AI interface to complete tasks.

Think of it this way: This monday AI feature is designed to proactively recommend tasks and complete them, unlike regular chatbots. It has use cases like managing document workflows, booking resources, and more.

monday sidekick: How Does It Change the Way You Work?

In July 2025, the monday.com company introduced a platform-wide AI shift to pave the way for the work execution era. Since the release of monday AI, they've seen 150% growth in adoption and 26 million+ AI-driven actions.

monday sidekick is a personalised digital worker that can be tailored to each user's needs. It'll be aware of your company, responsibilities, roles, etc., to proactively suggest or take actions for tasks.

It helps bridge the gap between accessibility and AI adoption by turning outcomes with a single click. This marks a major leap for monday.com to become an execution-focused and intelligent platform.

monday sidekick can indeed transform the way you work by:

• Shifting from reactive task management to proactive execution.
• Offering Digital Worker capabilities that anticipate needs and suggest actions.
• Understanding a request's roles, team, and company to suggest responses.
• Working smarter and faster directly in the monday account.

This AI agent eliminates manual workflows to create a fundamental shift from project management to intelligent workflow execution solutions.

What Can monday sidekick Do?

monday Sidekick Capabilities

monday sidekick can handle multiple types of tasks. Here's what you can do with this AI assistant:

• Brainstorm ideas to write content or streamline your business processes.
• Draft stakeholder emails in brand voice.
• Track invoice approvals across departments.
• Create, update, edit, and delete items, columns, labels, and groups.
• Retrieve relevant answers from monday board data or Help Centre.
• Catch delays, highlight trends, recommend actions, and suggest follow-ups.
• Perform effective calculations directly within the boards.
• Decode competitor moves.

Even then, this feature is in its early stages of release. That's why it might provide incorrect and unexpected results. It's best to double-check the generated data if something seems amiss.

Apart from this, you can also use the monday magic feature. It'll help transform AI prompts into ready-to-use work solutions.

How Can You Use monday sidekick?

Yuval Apeloig, a monday.com team member, said, "monday sidekick doesn't just respond - it understands. It picks up the context of your work, your team, and your priorities to deliver relevant suggestions, never generic, and on point."

To make all that possible, you'll have to follow these steps to use monday sidekick:

#1. Request Early Access

monday sidekick Early Access

To activate monday sidekick, you must fill out a form. Ensure that monday AI permissions are active. It'll ask you to submit your name, monday URL, user ID, and more.

#2. Open monday sidekick

monday sidekick AI Star Icon

To open this feature, use the AI star icon at the top of your board or next to individual item names. Clicking here will open the chat with monday sidekick.

#3. Start Using This Digital Worker

monday sidekick: How to Use?

Ideally, there are two ways to use the monday sidekick feature. Take a look:

• Individual Items: Open the chat by clicking on the AI star icon next to the items and make changes, run work related to that item, or ask questions. Or, select the checkbox (up to 10 items) and choose monday sidekick from the option box below.
• Entire Board: Use the AI star icon at the top right to take actions for board-wide tasks. Once the chat opens up, you can make changes to the entire board.

#4. Give Feedback

monday sidekick Feedback

Once the interaction is done, you'll get an option to rate the convesation. Choose a thumbs up or thumbs down based on the accuracy of the answers in the conversation. This will help improve monday sidekick's suggestions for your business operations.

FAQs

What is monday sidekick?

monday sidekick is an AI-powered and personalised digital assistant integrated within the monday WorkOS platform. It understands a user's company, responsibilities, and roles to proactively complete tasks. This feature suggests relevant actions, drafts communications, and manages workflows to boost productivity and automate work execution.

What is monday AI?

monday AI is designed to analyse data, enhance productivity, and automate repetitive tasks. It includes AI Blocks to customise AI actions like summarising text, translating content, categorising data, and more. It also features Digital Workforce, like the monday sidekick to monitor projects, suggest next steps, flag risks, etc. Additionally, the Product Power-ups offer advanced insights and resource management.